Issue 15, 2022
From the journal:

Organic & Biomolecular Chemistry

Photocatalyzed alkylative cyclization of 2-isocyanobiphenyls with unactivated alkyl iodides†

Alisha Rani Tripathy,‡a   Rizwana Rahmathulla A,‡a   Amit Kumar‡a  and  Veera Reddy Yatham ORCID logo *a  

* Corresponding authors

a School of Chemistry, Indian Institute of Science Education and Research, Thiruvananthapuram (IISER-TVM), India
E-mail: reddy@iisertvm.ac.in

Abstract

We herein report the first photocatalyzed radical cascade cyclization of 2-isocyanobiaryls with unactivated alkyl iodides. This simple protocol operates under mild reaction conditions and affords 6-alkyl phenanthridines in good yields. To elucidate the reaction mechanism, Stern–Volmer quenching studies were carried out and these studies revealed that the photocatalyst is not directly involved in a single electron transfer process with the alkyl iodide.

Graphical abstract: Photocatalyzed alkylative cyclization of 2-isocyanobiphenyls with unactivated alkyl iodides

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Article information

DOI
https://doi.org/10.1039/D2OB00314G
Article type
Paper
Submitted
15 Feb 2022
Accepted
17 Mar 2022
First published
17 Mar 2022

Org. Biomol. Chem., 2022,20, 3136-3144

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Photocatalyzed alkylative cyclization of 2-isocyanobiphenyls with unactivated alkyl iodides

A. R. Tripathy, R. R. A, A. Kumar and V. R. Yatham, Org. Biomol. Chem., 2022, 20, 3136 DOI: 10.1039/D2OB00314G

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